Toward catalyst economy: A programmed approach to the synthesis of bicyclic lactones and lactams

被引：21
作者：
Edlin, Chris D.
Faulkner, James
Fengas, David
Helliwell, Madeleine
Knight, Christopher K.
House, David
Parker, Jeremy
Preece, Ian
Quayle, Peter [1 ]
Raftery, James
Richards, Stuart N.
机构：
[1] Univ Manchester, Sch Chem, Manchester M13 9PL, Lancs, England
[2] GlaxoSmithKline Med Res Ctr, Stevenage SG1 2NY, Herts, England
[3] AstraZeneca Proc R&D, Bristol BS10 7ZE, Avon, England
[4] Avecia, Manchester M9 8ZS, Lancs, England
来源：
JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2006年 / 691卷 / 24-25期
基金：
英国工程与自然科学研究理事会;
关键词：
Grubbs; metathesis; Kharasch; cyclization; tandem; ATRC; RCM; radical; ruthenium; carbene;
D O I：
10.1016/j.jorganchem.2006.08.017
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The development of sequential ring closing metathesis (RCM)-Kharasch sequences which utilize a single precatalyst is described. In these sequences the catalysts acts in a multiple role promoting two different carbon-carbon bond-forming reactions in a sequential manner. (c) 2006 Elsevier B.V. All rights reserved.
引用
收藏
页码：5375 / 5382
页数：8
相关论文
共 32 条
[1]   Two birds with one metallic stone: Single-pot catalysis of fundamentally different transformations [J].
Ajamian, A ;
Gleason, JL .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (29) :3754-3760
[2]   Catalytic asymmetric rearrangement of allylic trichloroacetimidates. A practical method for preparing allylic amines and congeners of high enantiomeric purity [J].
Anderson, CE ;
Overman, LE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (41) :12412-12413
[3]   HOMOGENEOUS CATALYSIS - CATALYTIC PRODUCTION OF SIMPLE ENOLS [J].
BERGENS, SH ;
BOSNICH, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (03) :958-967
[4]  
Berzelius J. J, 1836, JAHRESBER CHEM, V15, P237
[5]   The Cl2(PCy3)(IMes)Ru(=CHPh) catalyst:: olefin metathesis versus olefin isomerization [J].
Bourgeois, D ;
Pancrazi, A ;
Nolan, SP ;
Prunet, J .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2002, 643 :247-252
[6]   A general model for selectivity in olefin cross metathesis [J].
Chatterjee, AK ;
Choi, TL ;
Sanders, DP ;
Grubbs, RH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (37) :11360-11370
[7]   Olefin metathesis: The early days (Nobel lecture) [J].
Chauvin, Y .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (23) :3740-3747
[8]   Atom transfer radical cyclization reactions (ATRC): synthetic applications [J].
Edlin, CD ;
Faulkner, J ;
Helliwell, M ;
Knight, CK ;
Parker, J ;
Quayle, P ;
Raftery, J .
TETRAHEDRON, 2006, 62 (13) :3004-3015
[9]   Catalyst economy. Part 2: Sequential metathesis-Kharasch sequences using the Grubbs metathesis catalysts [J].
Edlin, CD ;
Faulkner, J ;
Quayle, P .
TETRAHEDRON LETTERS, 2006, 47 (07) :1145-1151
[10]   A comment on the gurjar mechanism for alkene isomerization using the grubbs olefin metathesis catalysts [J].
Edlin, CD ;
Faulkner, J ;
Fengas, D ;
Knight, CK ;
Parker, J ;
Preece, I ;
Quayle, P ;
Richards, SN .
SYNLETT, 2005, (04) :572-576
1234